OFF THE FIELD
| 2013 | 2014 | November 2,2012 | Boston Red Sox | 2 | $26,000,000 | $13,000,000 | |
| 2013 | 2014 | November 2,2012 | Boston Red Sox | 2 | $26,000,000 | $13,000,000 | |
| 2012 | 2012 | February 13,2012 | Boston Red Sox | 1 | $14,575,000 | | Avoided Arbitration |
| 2011 | 2011 | November 4,2010 | Boston Red Sox | 1 | $12,500,000 | | Club option from previous contract |
| 2007 | 2010 | April 11,2006 | Boston Red Sox | 4 | $52,000,000 | $13,000,000 | Club option for 2011 ($12.5m) $2m signing bonus |
| 2005 | 2006 | May 22,2004 | Boston Red Sox | 2 | $12,500,000 | $6,250,000 | Club option for 2007. Extension signed during 2004 season |
Multi-year contracts are highlighted in gray.